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Holiday Rentals with Pools in George Town

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    Travellers to George Town are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in George TownView all 33 rentals
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    Coral Sands Resort: 2-BR, Sleeps 6, Full Kitchen1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rent Direct From The Owner and Save1 / 9
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sprat Bay Luxury Villa1 / 24
    (6)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    Luxury Condo on Seven Mile Beach  - Regal Beach Club #4111 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Children's Pool
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    We had a wonderful stay, the condo was very clean and updated! Mark was very accommodating and made sure we had everything we needed.
    Reviewed 8 January 2018
    Wonderful condo that was very well appointed. Owners were extremely responsive. Awesome couple of weeks!!
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    About this property
    Beautifully updated to a high standard in September 2017 condo unit #411. This ground floor 2 bed 2 bath condo has views of the delightfully manicured gardens, pools and the world famous seven mile beach. 1 minute walk and you're on the glorious white sand looking at crystal clear water. 2...
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    George Town, Grand Cayman KY
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    10 feet from the beach, Grandview has a grand view1 / 32
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2018
    This condo is part of the Grandview complex, which has its own reviews and rental page that consists only of units managed by the main office. I’m assuming owners have the...
    Reviewed 9 February 2017
    Great central location easy walk to Georgetown and 7 mile beach, close to a grocery store and a large variety of great restaurants. Lots of snorkeling and other water...
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    About this property
    Walk out from the apartment and within 3 steps (around 10 feet) you are on Seven Mile Beach with all that it has to offer. Protected cove on your doorstep, great for the little ones to get them into sea safely. The main part of the Grandview beach gives easy access to the water. Some good...
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    Location Information
    George Town, Grand Cayman KY1 1209
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fixed week rental, 7 nights, Saturdays changeover only. Also known as Holiday Inn Resort Grand Cayman. Free shuttle to Seven Mile Beach, 5 min. One Bedroom Suite One king bed One bathroom Living room with sleeper sofa Dining room and full kitchen Iron, ironing board,...
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    George Town, Grand Cayman KYI 1206
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oceanview/Poolside Condo on Seven Mile Beach1 / 15
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    We were well prepared by owner with several emails, so no surprises. Great location, comfortable and efficient.
    Reviewed 10 October 2017
    We stayed in this 2 Bedroom, 2 Bath condo for 4 nights. We also stayed in another condo for 4 nights near Rum Point afterwards. Both condos were nice but the location for this...
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    About this property
    Our poolside/ocean view condo is located at the Sunset Cove Complex. This beach front complex is on the south end of Seven Mile Beach. The beach is a long crescent of coral-sand beach on the western end of Grand Cayman Island. It is known for its beauty, recently receiving the honor of 'The...
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    Location Information
    George Town, Grand Cayman 11906
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Direct Beachfront Condo,quiet,with pool and tennis1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    This Condo was awesome. Everything advertised and more... the comfort, king bed, open floor plan, stocked with daily necessities, tons of beach towels and we especially...
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    About this property
    Welcome to coral bay village, your beachfront paradise. Located right on a secluded beautiful white sand beach, close enough to georgetown and the airport for your convenience, but far enough to enjoy the quiet and beauty without the crowds and rowdiness of seven mile beach. For less than the price...
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    George Town, Grand Cayman KY
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Caribbean Paradise 91 / 12
    (11)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    This was a great property for our four adults and two children. The view is just stunning, and it's also convenient to the community pool. The pros: views, beach...
    Reviewed 22 December 2017
    We stayed here with two teens the first week of December. This location is the best. Close to Georgetown but not in it, grocery store a short drive down the road, a quiet...
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    About this property
    This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighbourhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white...
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    Location Information
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Well Appointed Townhouse in Great Complex!1 / 37
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • Children's Pool
    • Balcony
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    We loved the location of this spotless and spacious condo. It was very quiet and comfortable for sleeping with lots of space for 4 adults and a baby. The pools right outside the...
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    About this property
    3-story townhouse in very popular and family oriented complex. Gated community with 3 phases and 3 beautiful pools for your use. One of which is right outside your back door. The pool also has a great area for toddlers, which is about 1.5 feet deep. The complex also has 2 tennis courts and a...
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    Location Information
    George Town, Grand Cayman KY1 1103
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the newly renovated ground floor, 2 bedroom unit at George Town Villas! Inside you will find big, sea-view windows where you see the beauty of the Caribbean waters. The open concept kitchen, dining and living area makes for the perfect place to gather after a sun filled day. The open...
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    Location Information
    George Town, Grand Cayman KY1 1002
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    FALL SPECIAL - 7BR Colonial Estate - Tatenda by Luxury Cayman Villas1 / 44
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    This house is just stunning, and it was a wonderful choice for our large group of multiple families traveling together. The staff was so helpful, and the accommodations were...
    Reviewed 30 April 2018
    To say we were pleased with our stay at Tatenda is an understatement. We were blown away by the modern, upscale, newly renovated house. With no detail overlooked, our stay at...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Luxury Cayman Villas proudly presents “Tatenda,” a colonial estate located in the prestigious community of South Sound on...
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    Location Information
    George Town, Grand Cayman KY1 1111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    Caribbean Paradise #121 / 44
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    The place had a great location with plenty of room for the six of us. Lots of kitchen items like pots and pans, plates and silverware. The storage area by the stairs was perfect...
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    About this property
    Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and looking out over the Caribbean Sea. Enjoy a memorable oceanfront barbeque with burgers on your private gas grill, and then kick off your flip-flops for a sunset stroll along the shore. This stretch...
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    Location Information
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    FALL SPECIAL - 5BR Oceanfront Estate - Nirvana by Luxury Cayman Villas1 / 39
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 2017
    WOW! That's the first thing that comes to mind when driving through the gate to Nirvana. Private, spotless, breathtaking, just a few words to describe this villa. Kayaks and...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Luxury Cayman Villas proudly presents 'Nirvana,', a one-of-a-kind, eco-chic oceanfront estate affording complete privacy,...
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    Location Information
    George Town, Grand Cayman 11302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surfer’s Paradise is a beachfront coastline property on the south-west corner of Grand Cayman, where it is ideal for surfing and adjacent to South Sound a reef protected seawater Sound. Our bedrooms have names relating to surfing terminology: Hardcore, Stoked, Green Room, Goofy-foot and Banks....
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    Location Information
    George Town, Grand Cayman 0000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    FALL SPECIAL - 6BR Oceanfront Estate - Point of View by Luxury Cayman Villas1 / 45
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Close to central George Town, this villa was situated int he best location. The rooms were amazingly spacious and really comfortable. Everything was state of the art. I loved...
    Reviewed 29 January 2017
    Last year we rented "Present Moments", this year "Point of View" . The home was above and beyond expectation. It was beautifully appointed, fully automated...
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    About this property
    *** FALL SPECIAL - Join us this fall and stay 5 nights for the price of 4 or 7 nights for the price of 5. Terms and conditions apply. - 'Ask the Manager' for details. *** Introducing Point of View, a magazine-worthy South Sound villa that helps you focus on what's important: untouched natural...
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    Location Information
    George Town, Grand Cayman KY1 1302
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Ocean Views
    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in 2012, this house is As Good As It Gets. Decorated from top to bottom by noted interior designers, the house was featured on the cover of Real Life Magazine last year and is one of the Showcase Properties on their website. This 5 bedroom, 5 bathroom beachfront home has it all: Living...
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    Location Information
    George Town, Grand Cayman KY1 1109
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful yet comfortable luxury home. High quality furnishings and fixtures. As expressed in our reviews (see home Away), the view of South Sound from our oceanside location is stunning. Some of our guests enjoy just chilling on the patio with the pool and the barbeque, paddleboarding, or...
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    Location Information
    George Town, Grand Cayman KY
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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